
Journal of Organic Chemistry p. 12144 - 12153 (2013)
Update date:2022-07-30
Topics:
Kuznetsov, Alexey
Makarov, Anton
Rubtsov, Aleksandr E.
Butin, Alexander V.
Gevorgyan, Vladimir
Broensted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans has been developed. This method operates via the in situ formation of aminobenzylfuran, followed by its recyclization into the indole core. The method proved to be efficient for substrates possessing different functional groups, including -OMe, -CO2Cy, and -Br. The resulting indoles can easily be transformed into diverse scaffolds, including 2,3- and 1,2-fused indoles, and indoles possessing an α,β-unsaturated ketone moiety at the C-2 position.
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